110339-34-9Relevant articles and documents
Phosphotungstic acid heterogenized by assembly with pyridines for efficient catalytic conversion of fructose to methyl levulinate
Fang, Chengjiang,Li, Yan,Zhao, Wenfeng,Wu, Weibo,Li, Hu,He, Chao,Yang, Song
, p. 16585 - 16592 (2018)
Solid acid-catalyzed sugar degradation has been considered to be an efficient approach to synthesize alkyl levulinates (which can be used as fuel additives and surfactants). However, those catalytic processes typically involve harsh reaction conditions and high cost for catalyst preparation. We prepared a series of phosphotungstic acid organic hybrids by a simple solvothermal method, and used them as heterogeneous catalysts for the selective degradation of fructose to methyl levulinate (ML) in methanol with high efficiency under mild reaction conditions. The catalysts were characterized systematically, and the effects of different substituents in pyridine, reaction temperature/time, catalyst dose, and fructose concentration studied. The 3-FPYPW hybrid prepared from 3-fluoropyridine and phosphotungstic acid exhibited superior catalytic activity for the synthesis of ML (82.5%) from fructose (97.8%). A possible reaction pathway was proposed. In addition, the catalyst could be separated from the reaction mixture readily, and reused without remarkable loss of reactivity.
An efficient approach to synthesizing 2,5-bis(: N -methyl-aminomethyl)furan from 5-hydroxymethylfurfural via 2,5-bis(N -methyl-iminomethyl)furan using a two-step reaction in one pot
Jia, Wenlong,Lin, Lu,Sun, Yong,Tang, Xing,Yang, Shuliang,Zeng, Xianhai,Zhang, Jie
supporting information, p. 5656 - 5664 (2021/08/16)
In this study, an amination-oxidation-amination-reduction (AOAR) strategy was proposed for the synthesis of 2,5-bis(N-methyl-aminomethyl)furan (BMAF) from HMF via the intermediate 2,5-bis(N-methyl-iminomethyl)furan (BMIF). Firstly, an efficient synthesis of BMIF from HMF using a one-pot amination-oxidation-amination reaction was developed over α-MnO2 under an air atmosphere. A BMIF yield of 98.3% was obtained under mild reaction conditions. The conversion of HMF to BMIF underwent the fast amination of HMF to 5-(methyl-iminomethyl)furfuryl alcohol (MIFA), the subsequent rate-limiting oxidation of MIFA to 5-(methyl-iminomethyl)furfural (MIFF) and the final fast amination of MIFF to BMIF. The quick amination of MIFF to BMIF drove the oxidation reaction equilibrium toward MIFF from MIFA, which ensured the highly efficient conversion of HMF to BMIF. The investigation of the catalytic mechanism showed better lattice oxygen donating ability and oxygen coordination capacity, which made α-MnO2 retain the structural stability in the reaction. The higher ratio and better mobility of the lattice oxygen endowed α-MnO2 with excellent catalytic performance in the oxidation of MIFA to MIFF by the redox cycling of Mn4+/Mn3+, facilitating the conversion of HMF to BMIF. Eventually, a BMAF yield of 96.1% was achieved by the reduction of BMIF with Ru/C after the AOA reaction, realizing the synthesis of BMAF from HMF using a two-step reaction in one pot. This journal is
A bifunctional cerium phosphate catalyst for chemoselective acetalization
Kanai, Shunsuke,Nagahara, Ippei,Kita, Yusuke,Kamata, Keigo,Hara, Michikazu
, p. 3146 - 3153 (2017/04/04)
Acid-base solid catalysts synthesized with structurally controlled uniform active sites can lead to unique catalysis. In this study, a CePO4 catalyst was synthesized using a hydrothermal method and found to exhibit high catalytic performance for the chemoselective acetalization of 5-hydroxymethylfurfural with alcohols, in sharp contrast to other homogeneous and heterogeneous acid and/or base catalysts. In the presence of CePO4, various combinations of carbonyl compounds and alcohols are efficiently converted into the corresponding acetal derivatives in good to excellent yields. Mechanistic studies show that CePO4 most likely acts as a bifunctional catalyst through the interaction of uniform Lewis acid and weak base sites with 5-hydroxymethylfurfural and alcohol molecules, respectively, which results in high catalytic performance.
